SCS-C005970
hesperuside A
Pathway: Terpenoids
Superclass: Steroids
Class: Cholestane steroids
Glycoside
Chemical Structure
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Craspidaster hesperus
(starfish)
Kingdom
Metazoa
Phylum
Echinodermata
Class
Asteroidea
Order
Paxillosida
Family
Astropectinidae
Genus
Craspidaster
Species
Craspidaster hesperus
South China Sea
DOI:
10.3390/md14100189
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
785.0 Da
Threshold ≤ 500
ALogP
1.18
Threshold ≤ 5
H-Bond Donors
8
Threshold ≤ 5
H-Bond Acceptors
14
Threshold ≤ 10
3 violations (MW, HBD, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C41H68O14
Molecular Weight:
784.9810 Da
SMILES:
COC[C@@H](O)[C@@H]1O[C@H](O[C@@H]2C3=C4C[C@@H](O[C@@H]5OC(CO)[C@H](O)[C@H](OC)[C@@H]5O)[C@H]([C@H](C)/C=C/CC(C)C)[C@@]4(C)CC[C@@H]3[C@@]3(C)CC[C@@H](O)C[C@@H]3[C@@H]2O)[C@H](O)[C@H]1O
InChIKey:
IRTKUTYLWJYOHG-BCCWILLMSA-N
InChI:
InChI=1S/C41H68O14/c1-19(2)9-8-10-20(3)29-26(52-39-34(49)37(51-7)31(46)27(17-42)53-39)16-23-28-22(12-14-41(23,29)5)40(4)13-11-21(43)15-24(40)30(45)36(28)55-38-33(48)32(47)35(54-38)25(44)18-50-6/h8,10,19-22,24-27,29-39,42-49H,9,11-18H2,1-7H3/b10-8+/t20-,21-,22+,24-,25-,26-,27?,29+,30+,31+,32-,33-,34+,35+,36-,37+,38-,39-,40-,41+/m1/s1
Calculated Properties
ALogP:
1.178 lipophilicity
TPSA:
217.22 Ų polar surface area
H-Bond Donors:
8
H-Bond Acceptors:
14
Rotatable Bonds:
13
Ring Count:
6
(0 aromatic)
Chiral Centers:
20
Fsp³:
0.9024 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005970
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Cholestane steroids
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
Activity values are displayed only when a quantitative or clearly reported result is available.
Tested organisms, cell lines and molecular targets are shown under Target / model.
| Activity | Assay | Target / model | Result | Reference |
|---|---|---|---|---|
| Antitumor | IC50 | human lung cancer A-549 cells | — Structured numeric value is not available in this record; see the primary reference. | 10.3390/md14100189 Marine Drugs |
| Antitumor | IC50 | human hepatoma BEL-7402 cells | — Structured numeric value is not available in this record; see the primary reference. | 10.3390/md14100189 Marine Drugs |